Trifluoroacetic acid → HCID 86681700, compound

HRID 571295Notes

Reaction equation

HRID 571295 reaction equation
[O:1]1[CH2:6][CH2:5][N:4]([CH2:7][CH2:8][N:9]([C:14]2[CH:15]=[C:16]3[C:20](=[CH:21][CH:22]=2)[C:19](=[O:23])[N:18]([CH2:24][C:25]([O:27]C(C)(C)C)=[O:26])[C:17]3=[O:32])[S:10]([CH3:13])(=[O:12])=[O:11])[CH2:3][CH2:2]1.[F:33][C:34]([F:39])([F:38])[C:35]([OH:37])=[O:36]>C(Cl)Cl>[F:33][C:34]([F:39])([F:38])[C:35]([OH:37])=[O:36].[O:1]1[CH2:6][CH2:5][N:4]([CH2:7][CH2:8][N:9]([C:14]2[CH:15]=[C:16]3[C:20](=[CH:21][CH:22]=2)[C:19](=[O:23])[N:18]([CH2:24][C:25]([OH:27])=[O:26])[C:17]3=[O:32])[S:10]([CH3:13])(=[O:12])=[O:11])[CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86681699HCID 86681699, compound

Product 1

HCID 86681700HCID 86681700, compoundYield 64%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of tert-butyl 2-(5-(N-(2-morpholinoethyl)methylsulfonamido)-1,3-dioxoisoindolin-2-yl)acetate (570 mg, 1.219 mmol) in DCM (15 ml), trifluoroacetic acid (939 μl, 12.19 mmol) was added, and the mixture was reacted for 1 hour at room temperature. The solvent was evaporated and crude 2-(5-(N-(2-morpholinoethyl)-methylsulfonamido)-1,3-dioxoisoindolin-2-yl)acetic acid 2,2,2-trifluoroacetic acid salt was obtained (408 mg, 0.776 mmol, 64% yield).MS/ESI+ 411.8 [MH]+) and used without purification.

Workup

  1. customthe mixture was reacted for 1 hour at room temperature
  2. customThe solvent was evaporated

Sources & evidence

ORD record
ord-fdb9d3b3d0fc471196dcb60906a96960
Source dataset
uspto-grants-2015_05
Patent number
US09024027B2

Reaction notes

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